A wooden gazebo by a pond with a large tree trunk nearby.

Search Boutique Hotels in Shelter Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Boutique Hotels

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Shelter Island boutique hotels

A two-story house with a balcony, outdoor seating area, and a variety of plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.
A bar area with stools, a shelf with glasses, and decorative plants.

1. Zey Hotel

Zey Hotel
Greenport
United States
Renee
₹16,169
₹18,473 total
includes taxes & fees
27 Sept - 28 Sept
Zey Hotel
A two-story building with a porch and a flagpole.
A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.
A hotel interior with a long corridor, seating areas, and a reception desk.

2. The Maidstone

The Maidstone
East Hampton
United States
Steven
₹27,930
₹33,507 total
includes taxes & fees
18 Oct - 19 Oct
The Maidstone
View all properties

Top Shelter Island Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Location was perfect for parking your car and walking to restaurants and town. Very clean and lots of space to sit and relax outside your room in creatively decorated living rooms."
Laura Pearson 1-night trip
Posted 15 hours ago
Zey Hotel

Frequently asked questions

What's there to see and do in Shelter Island?
Once you've decided where you'll stay in scenic Shelter Island, figure out some fun things to do on your trip. Experience the cultural highlights around Shelter Island with a visit to East End Seaport Maritime Museum, LongHouse Reserve and Guild Hall. You might also like to explore more of the area and take in additional sights like Sunset Beach, Shelter Island Historical Society and Parrish Art Museum while you're here.
What kind of weather should I plan for when I travel to Shelter Island?
Understanding the weather in Shelter Island will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
What's the best way to get to my boutique hotel in Shelter Island?
You have a few options for travelling to and around Shelter Island. The nearest major airport is East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) from the heart of the city, but Fishers Island, NY (FID-Elizabeth Field) may also be an option. If you'd like to venture out around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia